Vacation rentals with a kayak in Walworth County

NEW! The "Big Chill Hideaway"

This unique space is the upper level of the "Big Chill" House and sleeps 8! Make memories at this family-friendly home, loaded w/ Kayaks, **AWESOME GAIN BIN GAZEBO, 5 HOLE Mini Golf, kayaks & More! Newly renovated and just two blocks from Geneva Lake, this home is your groups fun retreat! The home offers resort-style amenities, flexible sleeping arrangements, and both indoor and outdoor spaces for entertaining. Relax in this retreat, ideally situated between downtown Lake Geneva & Fontana.

Sweet retreat is waiting for you!

Sweet Retreat is ready for a cozy winter getaway. Come spend the weekend with friends and family or have a much needed vacation. Lake Geneva has something for everyone. Our Sweet Retreat is a perfect location for winter activities and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . Three ski resorts, tons holiday festivities, Santa cruise and much more located around the area. Our home is fully decorated and ready for your friends and family.

Como Lake house with boat and motor included

Because this property is located at the end of Lake Como and at the end of a private road it offers seclusion and intimacy while being only 3 miles from downtown Lake Geneva. The lake is great fishing for largemouth bass as well as northern pike, a 16' 3" foot aluminum fishing boat with a 10 hp motor is available at no extra charge as well as a canoe and 2 kayaks . The pier goes in May 1st and comes out sometime after October 15 otherwise the boats without a motor can be launched from shore.

Lake Lovers Hideaway near Lake Geneva

Perfect getaway with all the camping and lake amenities. Enjoy the sights and sounds of the Kettle Moraine with a clean and spacious hot tub, fire pit, propane grill, and activities to keep you busy. Even better, Lauderdale Lake access is less than a mile away with a pier for fishing, kayak for exploring, or bring your own boat for more lake fun! With parking space enough for two cars and a boat, day boat slip access, and Wisconsin favorites ready for you on arrival, you won't be disappointed!

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

This newly renovated two bedroom unit is conveniently located near UWW, Starin Park, and the Kettle Moraine! We are pet friendly! We are within walking distance to sports fields and UWW. Explore all that Whitewater has to offer with our personalized guidebook! Hike the Kettle Moraine, enjoy many local dining options and events, or shop your heart out. We are local hosts and strive to provide a five star experience! If your group is larger than 4, we have two other units in the same building.

Cozy Lakeside Retreat. Dog Friendly!

Ready to relax and enjoy lake life? Make magical memories and be our guest at the Lil' Blue Bungalow! Enjoy easy access to all the delicious restaurants and fun amenities Lake Geneva has to offer. Winter at the bungalow is a beautiful and tranquil time to come unwind after a day at the slopes, lakes, or visiting the local shops. Our charming vacation home is peaceful and quiet year-round. Cozy up near the backyard fire pit, take in all the nature or look for stars and oftentimes wildlife!

The Lake House

Our brand new lake home is located just 3.5 miles west of Downtown Lake Geneva with all the shopping, entertainment, theaters and restaurants it has to offer. You'll also be just steps away from Lake Como, one of Wisconsin's prettiest lakes offering excellent swimming, fishing & water sports. Expansive outdoor living space, large well appointed rooms and new modern amenities guarantee a comfortable stay. The Lake House is ideal for anyone looking to enjoy a Lake Geneva getaway!

Lakefront Cabin in the Woods (fully fenced yard)

Unwind at this peaceful hilltop getaway overlooking Lake Wandawega. Sip your morning coffee on the enclosed porch surrounded by fresh air and birdsong, a perfect anticdote to city hustle. Bring your furry friend along, the securely fenced yard makes this spot stress-free. Adventure awaits: explore the rolling Kettle Moraine landscape or discover nearby towns like East Troy, Burlington, Whitewater, and Lake Geneva. Whether you’re here to relax or roam, this is your ideal escape!

Summer 2026 Lakefront Cottage on Delavan Lake

Escape to this lakefront cottage for your next “lake-cation”. The newly renovated Cottage on Willow Point would be the perfect destination. 3 bedroom, 1.5 bath and sleeps up to 9 comfortably. Beautiful outdoor deck and dining space. 15 steps from the lake and includes a private 120 foot pier, sun deck and ladder! We are a fully furnished rental. We also rent another cottage that can accommodate bigger groups. Please email for more info! Thecottageondelavanlake@gmail.com

Unique Lake Dome Retreat | MCM + Fire Pit

Stay in a one-of-a-kind Mid-Century lake dome with stunning geodesic windows and unforgettable acoustics. Perfect for couples, families, or friends seeking a unique getaway. Enjoy cozy mezzanine vibes, fire pit nights, fenced backyard, and lake access just 150 ft away. Hike directly into Natureland Park, kayak or paddle board in season, and explore nearby trails, skiing, and Whitewater dining — an easy drive from Milwaukee, Madison & Chicagoland.

The Landis, elegant condo w/ king bed & fireplace!

Kick back and relax in this calm, elegant One bedroom Villa with a KING size bed. This vacation rental is in a quiet area of Lake Geneva, but just minutes from all the vibrancy of downtown Lake Geneva or Williams Bay. It is within walking distance to Mars Resort, The Getaway or The Ridge. This is a perfect spot for couples looking for a relaxing getaway. Local laws require all guests names and address be provided prior to check in.